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2026-04-19
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Vacation Rentals in Key West

Rooftop Penthouse

623 Duval Street Penthouse Suite, Key West, United States View map

Situated just a 13-minute walk from the natural history museum "Florida Keys Eco-Discovery Center", the 1-bedroom Rooftop Penthouse Key West villa provides access to numerous tourist attractions in… More

From US$ 1123 Book Now

Tom'S Chicken Coop Key West

1800 Atlantic Blvd Unit A403, Key West, United States View map

Situated only 650 metres from Higgs Beach Dog Park, the 2-bedroom Tom'S Chicken Coop Key West Villa provides guests with a hot tub and a sauna for additional relaxation. Featuring a swimming pool… More

From US$ 598 Book Now

Moonlight Paradise

1800 Atlantic Blvd C224, Key West, United States View map

The 126 m^2 Moonlight Paradise Apartment Key West is located a 19-minute walk from Higgs Beach and 2.7 km from Key West First Legal Rum Distillery. More

From US$ 709 Book Now

Chicken Run At Custom House Inn

124 Duval Street #2, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Chicken Run At Custom House Inn Key West, which is about 700 metres from Saint Paul's Episcopal Church of Key West and merely 1.4 km from USCGC… More

From US$ 781 Book Now

Botanical Island Delight

1800 Atlantic Blvd, #C120, Key West, United States View map

The 1-bedroom Botanical Island Delight Villa is within 3 km of Front Street, and within 25 minutes' walk of The Ernest Hemingway Home and Museum. Offering a sauna, a golf course and a Jacuzzi, the… More

From US$ 455 Book Now

Mar Y Sol Ocean Front

1800 Atlantic Blvd #101, Key West, United States View map

Mar Y Sol Ocean Front Villa is at a 2 km distance from the even Southernmost Point and approximately 5 minutes' drive from from The Ernest Hemingway Home and Museum. While staying at the 3-bedroom… More

From US$ 796 Book Now

Paradise Found Cayo Hueso

1800 Atlantic Blvd Unit A111, Key West, United States View map

Featuring a swimming pool, the spacious Paradise Found Cayo Hueso Apartment is a 5-minute walk from The Key West Nature Preserve. Staying in this apartment, nestled within close proximity of Higgs… More

From US$ 597 Book Now

The Perch On Duval

Duval Street- Upstairs Front 610, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 117 m^2 The Perch On Duval Apartment Key West, which is just 1 km from Nancy Forrester's Secret Garden and approximately 5 minutes' drive from… More

From US$ 828 Book Now

The Pirates Penthouse By Last Key Realty

300 Petronia Street #3, Key West, United States View map

To enjoy your vacation in Key West, stay at the 2-room The Pirates Penthouse By Last Key Realty Apartment Key West, which is a 13-minute stroll from Key West Firehouse Museum and a mere 1 km from… More

From US$ 1098 Book Now

Mermaids Retreat At Coral Hammock

41 Coral Way, Key West, United States View map

Situated just 6 minutes' walk from FYT Fitness Center, the 3-bedroom Mermaids Retreat At Coral Hammock Key West villa offers easy access to numerous tourist spots in the area. More

From US$ 713 Book Now

Parrot Perch By Avantstay Old Town Key West W Shared Pool Month-Long Stays Only

620 Thomas St #249, Key West, United States View map

Located in the historical Downtown Key West district, merely 6 minutes' walk from Mile Marker 0 Store, the 2-bedroom Parrot Perch By Avantstay Old Town Key West W Shared Pool Month-Long Stays Only… More

From US$ 223 Book Now

Poolside Retreat

Center Street 832, Key West, United States View map

Poolside Retreat Apartment Key West is situated 5 minutes' walk from Duval Street and 10 km from Key West International airport. Offering access to a swimming pool, this apartment is within arm's… More

From US$ 545 Book Now

La Brisa Unit 105 North Building

South Roosevelt Boulevard 1901, Key West, United States View map

Higgs Beach is 1.2 km from La Brisa Unit 105 North Building Villa, while The Ernest Hemingway Home and Museum is a 10-minute drive from here. The 2-bedroom villa also comes with a kitchen, which is… More

From US$ 741 Book Now

African Queen - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 39 m² African Queen - Harbor Walk Hideaways Key West apartment is located 950 metres from Truman Little White House and nearly a 25-minute walk from Southernmost Point of the Continental US… More

From US$ 1001 Book Now

Osprey Suite - Southernmost Sanctuary

1330 Simonton Street #4, Key West, United States View map

The 1-bedroom Osprey Suite - Southernmost Sanctuary Key West villa offers proximity to such city sites as Dog Beach, located just a 5-minute walk away. More

From US$ 945 Book Now

Sunrise Suites Saint Barts Suite #303

Key West, United States View map

Situated nearly a 25-minute walk from Key West Tropical Forest and Botanical Garden, the spacious 2-bedroom Sunrise Suites Saint Barts Suite #303 Key West provides guests with Wi-Fi for either… More

From US$ 596 Book Now

Harbor House Suite A

Front Street, Key West, United States View map

Located 14 minutes' walk from Nancy Forrester's Secret Garden, Harbor House Suite A Key West villa gives access to various tourist sites in the vicinity. More

From US$ 1520 Book Now

Ibis Suite - Southernmost Sanctuary

1330 Simonton Street #3, Key West, United States View map

Conveniently located just steps from the vibrant nightlife and cultural attractions of Duval Street, the holiday home offers effortless transportation options. More

From US$ 766 Book Now

The Mellow Macaw By Last Key Realty

1025D Whitehead Street, Key West, United States View map

The 1-bedroom The Mellow Macaw By Last Key Realty Key West villa offers swift access to various city sites, such as The Ernest Hemingway Home and Museum, situated nearly 5 minutes' walk away. More

Book Now

Sunnyside Up

United Street 1003, Key West, United States View map

The 2-room Sunnyside Up Apartment Key West is located within 5 minutes' walk of Key West Firehouse Museum and overlooks the patio. Key West Garden Club is only 1.3 km away, while The Oldest House… More

From US$ 954 Book Now

Yellowfin Ledge

1201 Duval Street 2, Key West, United States View map

Situated around a 25-minute walk from White Street Pier, the 1-bedroom Yellowfin Ledge Key West villa provides access to numerous tourist attractions in the area. More

From US$ 954 Book Now

Duval Square Courtyard Condo 31

1075 Duval Street, Key West, United States View map

The spacious 2-bedroom Duval Square Courtyard Condo 31 Key West welcomes travellers right in the centre of Key West, located around 20 minutes' walk from Fort Zachary Taylor. Such activities as… More

From US$ 952 Book Now

Duval Breeze By Avantstay Great Location Close To Beach Nightlife Shared Pool Week Long Stays

1075 Duval St #30, Key West, United States View map

South Beach is a mere 500 metres from the 2-bedroom and 2-bathroom villa, set right in the centre of Key West. A full kitchen with coffee/tea making equipment, fridges and an oven is included at this… More

From US$ 1572 Book Now

Oceanfront Oasis

1901 South Roosevelt Blvd, Unit 304, Key West, United States View map

Located a mere 5 minutes' stroll from the Higgs Beach Dog Park, the 2-bedroom Oceanfront Oasis Villa Key West comes with a heated swimming pool, a sauna. More

From US$ 550 Book Now

The Crestwood House - Private Heated Pool & Parking

Shoreline Road 17, Key West, United States View map

Set about 25 minutes' walk from Key West Golf Club and around 20 minutes' walk from Safe Harbor, the 7-bedroom The Crestwood House - Private Heated Pool & Parking Villa is located in Key West. Guests… More

From US$ 3084 Book Now

Evershore House -Pool, Parking, Dock!

Key Haven Terrace 2, Key West, United States View map

The 4-bedroom Coastal Bliss Villa is set in Key West, approximately 25 minutes' walk from Sheriff s Animal Farm and at a 3.8 km distance from Fort East Martello Museum. This Key West villa also… More

From US$ 6269 Book Now

Petes East Cottage

507 Louisa Street, Key West, United States View map

Situated merely a 5-minute stroll from The Ernest Hemingway Home and Museum, the 1-bedroom Petes East Cottage Key West ensures a great leisure experience by offering snorkelling, canoeing, and… More

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Conch In The Treetops By Last Key Realty

1800 Atlantic Blvd #C125, Key West, United States View map

Located around 25 minutes' walk from The Ernest Hemingway Home and Museum, the 2-bedroom Conch In The Treetops By Last Key Realty Key West villa entices guests to relax in a Jacuzzi. More

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Keys Please!

Louisa Street 514, Key West, United States View map

The 3-bedroom Keys Please Villa is set in the Duval district of Key West and offers accommodation with a free carpark and an outdoor swimming pool. Mile Marker 0 Store is merely 1 km away, and Duval… More

From US$ 1910 Book Now

Tranquility By The Beach

1800 Atlantic Blvd C129, Key West, United States View map

Situated approximately 5 minutes' walk from The Key West Nature Preserve, the 2-room Tranquility By The Beach Apartment Key West offers guests easy access to various tourist attractions nearby. The… More

From US$ 561 Book Now

The Salt Cay - Sunrise Suites

3625 Seaside Drive #410, Key West, United States View map

Located a mere 1.6 km from Key West Tropical Forest and Botanical Garden, the 2-room The Salt Cay - Sunrise Suites Key West is within a 6-km distance of a top family-friendly place like Key West… More

From US$ 893 Book Now

Keys Livin - Yacht Rental

6810 Front Street, Key West, United States View map

To enjoy your vacation in Key West, stay at the 4-room Keys Livin - Yacht Rental Key West apartment, which is within 5 minutes' drive of Safe Harbor and within a 7-km distance of Key West Firehouse… More

From US$ 500 Book Now

A Place In Paradise By Avantstay Key West Walkable W Shared Pool Month Long Stays Only

526 Porter Lane, Key West, United States View map

The 0-room A Place In Paradise By Avantstay Key West Walkable W Shared Pool Month Long Stays Only apartment lies in a historical neighbourhood and offers swift access to the Truman Little White… More

From US$ 742 Book Now

Somewhere On The Beach

1800 Atlantic Blvd, Unit C238, Key West, United States View map

The 2-bedroom Somewhere On Beach Villa is situated 15 minutes on foot from Higgs Beach in Key West and offers accommodation with an equipped kitchenette area. The property is located in Key West and… More

From US$ 972 Book Now

Darling Of Duval By Last Key Realty

425 Caroline Street, Key West, United States View map

Situated about a 5-minute stroll from Key West Historic Seaport, the 2-bedroom Darling Of Duval By Last Key Realty Key West villa provides guests with a Jacuzzi for additional relaxation. More

From US$ 1598 Book Now

Duval Hideaway

1124 Duval Street B, Key West, United States View map

**Discover the Duval Hideaway Villa in the Heart of Key West** Conveniently located, the villa is within walking distance to the bustling nightlife and unique shops that Duval Street is renowned for. More

From US$ 677 Book Now

Duval Street Retreat

1124 Duval Street A, Key West, United States View map

Located just 1.5 km from Memorial Sculpture Garden, the 1-bedroom Duval Street Retreat Villa Key West provides access to various tourist attractions in the vicinity. More

From US$ 677 Book Now

6 Bedroom 6 Bath Guesthouse On Duval Street

824 Duval Street, Key West, United States View map

The 5-bedroom 6 Bedroom 6 Bath Guesthouse On Duval Street is located 15 minutes on foot from Simonton Street and within 5 minutes' walk of The Ernest Hemingway Home and Museum. The Key West villa… More

From US$ 3636 Book Now

Last Minute

Key West, United States View map

More

From US$ 861 Book Now

Key West Light Suite

215 Eanes Lane, Key West, United States View map

The 1-bedroom Key West Light Suite villa provides easy access to various city attractions, such as the Ernest Hemingway Home and Museum, situated approximately 5 minutes' walk away. More

From US$ 853 Book Now

New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States View map

Located 8 minutes on foot from Key West First Legal Rum Distillery and Key West Express, the spacious 84 m^2 New Coastal Rose - Bright Loft With High Ceilings Apartment Key West features views of the… More

From US$ 858 Book Now

Dream Maker On The Atlantic

1800 Atlantic Blvd #C320, Key West, United States View map

The 2-room Dream Maker On The Atlantic Apartment Key West is located within 5 minutes' walk of The Key West Nature Preserve and overlooks the sea. The waterfront Mallory Square lies just a short… More

From US$ 813 Book Now

Duval Dream Loft On Duval

Duval Street 503, Key West, United States View map

Located 5 minutes on foot from Duval Street and 7 Artists & Friends Gallery, the spacious Duval Dream Loft On Duval Apartment Key West features views of the patio. Guests can make use of Wi-Fi for… More

From US$ 627 Book Now

Nassau Suite Key West

921 Center Street #12, Key West, United States View map

**Nassau Suite Key West** is nestled in the vibrant heart of Duval, offering an enchanting retreat that perfectly blends luxury with a lively atmosphere. This striking suite boasts elegant leather… More

From US$ 431 Book Now

Curry House Room 6

Fleming Street 806, Key West, United States View map

The 1-room Curry House Room 6 Key West is situated in the Downtown Key West district of Key West, just 5 minutes' stroll from the performing arts theater "Red Barn Theatre". Set right near Key West… More

From US$ 340 Book Now

New Grenada Suite - Parking Pool & Pets 209

Seaside Drive 3625, Key West, United States View map

New Grenada Suite - Parking Pool & Pets 209 is located at a 4.9 km distance from The Ernest Hemingway Home and Museum and 10 minutes' drive from Key West Firehouse Museum. This villa is equipped with… More

From US$ 513 Book Now

Hemingways Atlantic Retreat

1800 Atlantic Blvd Unit C339, Key West, United States View map

The spacious Hemingways Atlantic Retreat Apartment Key West is located 5 minutes' walk from The Key West Nature Preserve and looks out onto the sea. Offering access to a swimming pool, this apartment… More

From US$ 404 Book Now

The Breeze

1901 South Roosevelt Blvd, Unit 301 East, Key West, United States View map

During the stay at The Breeze Villa Key West, guests can indulge in a sauna or visit the Higgs Beach Dog Park, located 14 minutes' walk away. More

Book Now

Key West On My Mind

1800 Atlantic Blvd Unit A305, Key West, United States View map

Located just a 9-minute walk from Higgs Beach Dog Park and The Key West Nature Preserve, the 126 m^2 Key West On My Mind Apartment features views of the sea. More

From US$ 660 Book Now

Coconut Palm

Whitehead Street 729, Key West, United States View map

**Coconut Palm Villa Key West** invites guests to experience the vibrant ambiance of Duval Street, where island-inspired charm meets contemporary luxury. Nestled amid a lively backdrop, this oasis… More

From US$ 1683 Book Now